PRACTICAL ORGANIC CHEMISTRY
The last compound has been utilised for the preparation of
fluorobenzene, and its congeners by the action of cone, hydro-
Ct;II5N:N.C5H10 + 2HF = C6H3F + No + C5H10NH.HF.
Diazoaminobenzene undergoes the following reactions : —
r. The hydrogen of the immo-group may be replaced by acid
and alkyl radicals. In the latter case the sodium compound is
treated with an alkyl iodide.
2. Phenyl carbimide forms a urea derivative,
CGII5N.CO = CflHBN:N.NC0I-Ic
3. With strong hydrochloric acid, decomposition into cliazo-
niun^salt and amine takes place,
= C6H5N3.C1 + CBIIBNHa.
If nitrous acid is added, the second molecule of base is also
converted into diazobenzene chloride. In presence of cuprous
chloride, chlorobenzene is formed.
4. On boiling with water, diazoaminobenzene decomposes
into phenol and base,
QHDN:N.NH.CGH5 + H,O •= CCH5OH + C6riaNH3 + N2.
5. On reduction, it splits up into phenylhydrazine and aniline,
C8H5N:N.NHCeH8 + 2H2 = C6HBNH.NH3 + C6H5NHo.
Amiiioazobenzene.—The conversion of diazoaminobenz-
ene into aminoazobenzene resembles the formation of benzidine
from hydrazobenzene (see p. 148). The diazo-nitrogen seizes
on the carbon of the nucleus in the para-position to the amino-